NZ204084A - Fungicidal compositions containing n-phenylcarbamate derivatives - Google Patents
Fungicidal compositions containing n-phenylcarbamate derivativesInfo
- Publication number
- NZ204084A NZ204084A NZ204084A NZ20408483A NZ204084A NZ 204084 A NZ204084 A NZ 204084A NZ 204084 A NZ204084 A NZ 204084A NZ 20408483 A NZ20408483 A NZ 20408483A NZ 204084 A NZ204084 A NZ 204084A
- Authority
- NZ
- New Zealand
- Prior art keywords
- group
- ch2ch3
- halogen
- drug
- lower alkyl
- Prior art date
Links
- 230000000855 fungicidal effect Effects 0.000 title claims description 36
- 239000000203 mixture Substances 0.000 title claims description 30
- 239000003814 drug Substances 0.000 claims description 50
- 229940079593 drug Drugs 0.000 claims description 50
- 239000000417 fungicide Substances 0.000 claims description 46
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 40
- -1 cyclic imide Chemical class 0.000 claims description 38
- PWXJULSLLONQHY-UHFFFAOYSA-N phenylcarbamic acid Chemical class OC(=O)NC1=CC=CC=C1 PWXJULSLLONQHY-UHFFFAOYSA-N 0.000 claims description 35
- 125000000217 alkyl group Chemical group 0.000 claims description 34
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 23
- YFNCATAIYKQPOO-UHFFFAOYSA-N thiophanate Chemical compound CCOC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OCC YFNCATAIYKQPOO-UHFFFAOYSA-N 0.000 claims description 22
- 239000004480 active ingredient Substances 0.000 claims description 20
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 19
- 229910052736 halogen Inorganic materials 0.000 claims description 16
- 150000002367 halogens Chemical class 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 16
- 230000003449 preventive effect Effects 0.000 claims description 16
- 125000003342 alkenyl group Chemical group 0.000 claims description 14
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 14
- 125000000304 alkynyl group Chemical group 0.000 claims description 13
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 claims description 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 244000000004 fungal plant pathogen Species 0.000 claims description 9
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
- 125000000262 haloalkenyl group Chemical group 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 239000003085 diluting agent Substances 0.000 claims description 5
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 5
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- UYJUZNLFJAWNEZ-UHFFFAOYSA-N fuberidazole Chemical compound C1=COC(C=2NC3=CC=CC=C3N=2)=C1 UYJUZNLFJAWNEZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 2
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 2
- 125000002541 furyl group Chemical group 0.000 claims description 2
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 2
- 125000001188 haloalkyl group Chemical group 0.000 claims description 2
- 125000000232 haloalkynyl group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000001544 thienyl group Chemical group 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 69
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 33
- 230000002265 prevention Effects 0.000 description 25
- 238000009472 formulation Methods 0.000 description 17
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- 238000002474 experimental method Methods 0.000 description 13
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- 241000233866 Fungi Species 0.000 description 12
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 12
- 239000004563 wettable powder Substances 0.000 description 12
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- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 11
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 9
- 241000196324 Embryophyta Species 0.000 description 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 239000004495 emulsifiable concentrate Substances 0.000 description 8
- 239000004009 herbicide Substances 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 8
- 239000005842 Thiophanate-methyl Substances 0.000 description 7
- 230000001276 controlling effect Effects 0.000 description 7
- 239000002270 dispersing agent Substances 0.000 description 7
- 230000002363 herbicidal effect Effects 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 7
- 239000002689 soil Substances 0.000 description 7
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 7
- 241000123650 Botrytis cinerea Species 0.000 description 6
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- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 229920003023 plastic Polymers 0.000 description 6
- 239000004033 plastic Substances 0.000 description 6
- 238000005507 spraying Methods 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- 239000000080 wetting agent Substances 0.000 description 6
- 239000005909 Kieselgur Substances 0.000 description 5
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 5
- 241000317981 Podosphaera fuliginea Species 0.000 description 5
- MCOQHIWZJUDQIC-UHFFFAOYSA-N barban Chemical compound ClCC#CCOC(=O)NC1=CC=CC(Cl)=C1 MCOQHIWZJUDQIC-UHFFFAOYSA-N 0.000 description 5
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 5
- 239000006013 carbendazim Substances 0.000 description 5
- CWJSHJJYOPWUGX-UHFFFAOYSA-N chlorpropham Chemical compound CC(C)OC(=O)NC1=CC=CC(Cl)=C1 CWJSHJJYOPWUGX-UHFFFAOYSA-N 0.000 description 5
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 4
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 4
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- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 4
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- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 3
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- 241001330975 Magnaporthe oryzae Species 0.000 description 3
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- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 3
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- 235000019289 ammonium phosphates Nutrition 0.000 description 1
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- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
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- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
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- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 235000019693 cherries Nutrition 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 description 1
- 125000002668 chloroacetyl group Chemical group ClCC(=O)* 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 244000038559 crop plants Species 0.000 description 1
- 239000004148 curcumin Substances 0.000 description 1
- 229930186364 cyclamen Natural products 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
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- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
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- 150000004665 fatty acids Chemical class 0.000 description 1
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- 239000002657 fibrous material Substances 0.000 description 1
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- 230000009969 flowable effect Effects 0.000 description 1
- 125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- KDCIHNCMPUBDKT-UHFFFAOYSA-N hexane;propan-2-one Chemical compound CC(C)=O.CCCCCC KDCIHNCMPUBDKT-UHFFFAOYSA-N 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 description 1
- QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical compound CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 description 1
- 150000002540 isothiocyanates Chemical class 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- BDKQXTGNLAXSHI-UHFFFAOYSA-N methyl n-[3-chloro-4-(2-fluoroethoxy)phenyl]carbamate Chemical compound COC(=O)NC1=CC=C(OCCF)C(Cl)=C1 BDKQXTGNLAXSHI-UHFFFAOYSA-N 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
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- 150000002825 nitriles Chemical class 0.000 description 1
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- 235000020232 peanut Nutrition 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 239000010665 pine oil Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
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- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- QXJKBPAVAHBARF-BETUJISGSA-N procymidone Chemical compound O=C([C@]1(C)C[C@@]1(C1=O)C)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-BETUJISGSA-N 0.000 description 1
- FDPMIBWCKRSXKN-UHFFFAOYSA-N propan-2-yl N-(3,4-diethoxy-2-methylphenyl)carbamate Chemical compound C(C)OC=1C(=C(C=CC=1OCC)NC(OC(C)C)=O)C FDPMIBWCKRSXKN-UHFFFAOYSA-N 0.000 description 1
- TXAQCBRHKCOSGN-UHFFFAOYSA-N propan-2-yl N-benzoyl-N-(4-ethoxy-3-methoxy-2-methylphenyl)carbamate Chemical compound C(C1=CC=CC=C1)(=O)N(C(OC(C)C)=O)C1=C(C(=C(C=C1)OCC)OC)C TXAQCBRHKCOSGN-UHFFFAOYSA-N 0.000 description 1
- IVRIRQXJSNCSPQ-UHFFFAOYSA-N propan-2-yl carbonochloridate Chemical compound CC(C)OC(Cl)=O IVRIRQXJSNCSPQ-UHFFFAOYSA-N 0.000 description 1
- HPBAZVTWGHHWIV-UHFFFAOYSA-N propan-2-yl n-(3-chloro-4-prop-2-ynoxyphenyl)carbamate Chemical compound CC(C)OC(=O)NC1=CC=C(OCC#C)C(Cl)=C1 HPBAZVTWGHHWIV-UHFFFAOYSA-N 0.000 description 1
- NVKPZUDTYIYHFR-UHFFFAOYSA-N propan-2-yl n-(4-ethoxy-3-propylphenyl)carbamate Chemical compound CCCC1=CC(NC(=O)OC(C)C)=CC=C1OCC NVKPZUDTYIYHFR-UHFFFAOYSA-N 0.000 description 1
- WHMPTNNCUQBZQM-UHFFFAOYSA-N propan-2-yl n-[4-methoxy-3-(trifluoromethyl)phenyl]carbamate Chemical compound COC1=CC=C(NC(=O)OC(C)C)C=C1C(F)(F)F WHMPTNNCUQBZQM-UHFFFAOYSA-N 0.000 description 1
- RBBHRVHYLOSNLN-UHFFFAOYSA-N propan-2-yl n-benzoyl-n-[4-ethoxy-3-(methoxymethyl)phenyl]carbamate Chemical compound C1=C(COC)C(OCC)=CC=C1N(C(=O)OC(C)C)C(=O)C1=CC=CC=C1 RBBHRVHYLOSNLN-UHFFFAOYSA-N 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/20—N-Aryl derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/28—Radicals substituted by nitrogen atoms
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57075769A JPS58192859A (ja) | 1982-05-04 | 1982-05-04 | Ｎ―フェニルカーバメート系化合物およびそれを有効成分とする農園芸用殺菌剤 |
| GB8212944 | 1982-05-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ204084A true NZ204084A (en) | 1985-09-13 |
Family
ID=26282733
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ204084A NZ204084A (en) | 1982-05-04 | 1983-05-03 | Fungicidal compositions containing n-phenylcarbamate derivatives |
Country Status (18)
| Country | Link |
|---|---|
| EP (1) | EP0093620B1 (cs) |
| AU (1) | AU571177B2 (cs) |
| BG (1) | BG40647A3 (cs) |
| BR (1) | BR8302281A (cs) |
| CA (1) | CA1248539A (cs) |
| CS (1) | CS238390B2 (cs) |
| DE (1) | DE3368921D1 (cs) |
| DK (1) | DK197983A (cs) |
| DZ (1) | DZ539A1 (cs) |
| ES (1) | ES522062A0 (cs) |
| GR (1) | GR78257B (cs) |
| HU (1) | HU191211B (cs) |
| IL (1) | IL68463A (cs) |
| NZ (1) | NZ204084A (cs) |
| OA (1) | OA07418A (cs) |
| PH (1) | PH20273A (cs) |
| PT (1) | PT76643B (cs) |
| TR (1) | TR22221A (cs) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2533331B2 (ja) * | 1986-08-26 | 1996-09-11 | 住友化学工業株式会社 | カ―バメイト誘導体およびそれを有効成分とする農園芸用殺菌剤 |
| UA37202C2 (uk) * | 1992-01-29 | 2001-05-15 | Басф Акціенгезельшафт | Карбамати, проміжні сполуки, фунгіцидна композиція, спосіб боротьби з грибами |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1009200A (en) * | 1963-01-09 | 1965-11-10 | Daikin Ind Ltd | Trifluoromethylanilide derivatives |
| CH512182A (de) * | 1969-04-16 | 1971-09-15 | Ciba Geigy Ag | Schädlingsbekämpfungsmittel |
| US3860632A (en) * | 1969-09-04 | 1975-01-14 | Ciba Geigy Ag | N-o-nitrophenylpropargyl-carbamate |
| US3933470A (en) * | 1972-06-30 | 1976-01-20 | American Cyanamid Company | Ester of (alkynyloxy)-, (alkenyloxy)-, and (cyanoalkoxy) carbanilic acids and their use as herbicides |
| DE2921130A1 (de) * | 1979-05-25 | 1980-12-11 | Basf Ag | N-arylthiolcarbamate |
-
1983
- 1983-04-11 GR GR71051A patent/GR78257B/el unknown
- 1983-04-21 AU AU13828/83A patent/AU571177B2/en not_active Ceased
- 1983-04-22 IL IL68463A patent/IL68463A/xx unknown
- 1983-05-03 PH PH28844A patent/PH20273A/en unknown
- 1983-05-03 DK DK197983A patent/DK197983A/da unknown
- 1983-05-03 NZ NZ204084A patent/NZ204084A/en unknown
- 1983-05-03 CA CA000427328A patent/CA1248539A/en not_active Expired
- 1983-05-03 BR BR8302281A patent/BR8302281A/pt unknown
- 1983-05-03 HU HU831512A patent/HU191211B/hu not_active IP Right Cessation
- 1983-05-03 ES ES522062A patent/ES522062A0/es active Granted
- 1983-05-04 EP EP83302513A patent/EP0093620B1/en not_active Expired
- 1983-05-04 DZ DZ836843A patent/DZ539A1/fr active
- 1983-05-04 PT PT76643A patent/PT76643B/pt unknown
- 1983-05-04 TR TR22221A patent/TR22221A/xx unknown
- 1983-05-04 BG BG060818A patent/BG40647A3/xx unknown
- 1983-05-04 DE DE8383302513T patent/DE3368921D1/de not_active Expired
- 1983-05-04 CS CS833150A patent/CS238390B2/cs unknown
- 1983-05-04 OA OA57989BISD patent/OA07418A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PT76643A (en) | 1983-06-01 |
| CS315083A2 (en) | 1984-12-14 |
| CS238390B2 (en) | 1985-11-13 |
| DZ539A1 (fr) | 2004-09-13 |
| HU191211B (en) | 1987-01-28 |
| IL68463A (en) | 1988-03-31 |
| TR22221A (tr) | 1986-10-07 |
| AU1382883A (en) | 1983-11-10 |
| DK197983A (da) | 1983-11-07 |
| PH20273A (en) | 1986-11-14 |
| CA1248539A (en) | 1989-01-10 |
| DE3368921D1 (de) | 1987-02-12 |
| PT76643B (en) | 1986-01-10 |
| BR8302281A (pt) | 1984-01-03 |
| DK197983D0 (da) | 1983-05-03 |
| ES8406421A1 (es) | 1984-07-16 |
| IL68463A0 (en) | 1983-07-31 |
| GR78257B (cs) | 1984-09-26 |
| OA07418A (fr) | 1984-11-30 |
| ES522062A0 (es) | 1984-07-16 |
| AU571177B2 (en) | 1988-04-14 |
| EP0093620B1 (en) | 1987-01-07 |
| BG40647A3 (en) | 1986-01-15 |
| EP0093620A1 (en) | 1983-11-09 |
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